(E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

Base Information

Chemical Name:(E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene
CAS No.:268550-14-7
Molecular Formula:C₂₂H₃₇BrO₃Si
Molecular Weight:457.523
Hs Code.:

Synonyms:(E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

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Technology Process of (E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

There total 7 articles about (E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 138835-75-3
(R)-3-(triisopropylsilyloxy)butyraldehyde

: 268550-11-4
diethyl 2-bromo-3,5-dimethoxybenzyl phosphonate

: 268550-14-7
(E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ja994313+

Reference yield:

: 268550-26-1
2-bromo-3,5-dimethoxybenzyl iodide

: 268550-14-7
(E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / 2 h / 60 - 70 °C

2: 92 percent / LHMDS / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium hexamethyldisilazane; In tetrahydrofuran; 2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jo0014663

Reference yield:

: 74726-76-4
2-bromo-3,5-dimethoxybenzyl alcohol

: 268550-14-7
(E)-2-bromo-3,5-dimethoxy-1-(4'(R)-(triisopropylsilyloxy)pent-1'-enyl)benzene

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 1 h / 0 °C

2: 93 percent / 2 h / 60 - 70 °C

3: 92 percent / LHMDS / tetrahydrofuran / 16 h / 0 - 20 °C

With 1H-imidazole; iodine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jo0014663